Title: Winchester Vacation Home Rentals from CA $109: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d553248635975876131.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d553248635975876131.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d553248635975876131.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d553248635975876131.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Winchester Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Vacation Homes ![Property grounds](https://images.trvl-media.com/lodging/42000000/41380000/41372000/41371982/91fd7c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41380000/41372000/41371982/40720fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/42000000/41380000/41372000/41371982/4cb2fbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41380000/41372000/41371982/6782c022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RV space- concrete pad Giddings 10/10 Exceptional (1) "We really enjoyed our 3 nights here. Came for the Round Top Antique fair (just 20 minutes away). Liked that we could unwind in our own private spot. They had full hookup and everything was brand new and all worked properly. Pond is beautiful and we enjoyed watching the cows and feeding the horse apples. Hosts were quick to answer any questions we had. Will be back! We were their 1st guest, too." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kay G. CA $35 CA $109 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Brenham-Hotels-RV-Space-Concrete-Pad.h41371982.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104630000/104629000/104628986/6349a4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104630000/104629000/104628986/5ee2fcfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104630000/104629000/104628986/38bf89be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104630000/104629000/104628986/d0bfa71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage, 5 Minutes to Round Top! Round Top 9.0/10 Wonderful (2) "My daughter and I had a great time in Round Top . We did lots of shopping and eating in fine restaurants. The charming cottage we stayed at was clean and cozy. It was small , but efficient for our needs. Location was perfect. Cant wsit to come back in October when its cooler!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda E. CA $139 CA $272 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Round-Top-Hotels-Charming-Cottage.h104628986.Hotel-Information) ![Coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/102000000/101290000/101281500/101281454/07c26c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101290000/101281500/101281454/bd1a7119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101290000/101281500/101281454/w1346h900x41y0-4749f4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101290000/101281500/101281454/32fb68b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanting Casita, 5 minutes to Round Top! Fayette County 9.8/10 Exceptional (64) "Amazing property. Very comfortable. Quiet and relaxing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Curt M. CA $153 CA $292 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Round-Top-Hotels-Enchanting-Casita.h101281454.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102470000/102465500/102465480/59addc4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102470000/102465500/102465480/65e555dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102470000/102465500/102465480/55ef5562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102470000/102465500/102465480/ce0018a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Charm: Your Perfect Getaway in Round Top Fayette County 8.8/10 Excellent (9) "The cottage was very peaceful and quaint and had that was needed for our short stay. It was beautiful and we thoroughly enjoyed the time there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn D. CA $139 CA $353 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Round-Top-Hotels-Lakefront-Charm-Your-Perfect-Getaway-In-Round-Top.h102465480.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107330000/107321900/107321805/578d5a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107330000/107321900/107321805/371e07e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107330000/107321900/107321805/4b3144ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107330000/107321900/107321805/35ed07ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Round Top Refuge Guest House La Grange 10/10 Exceptional (5) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie S. CA $220 CA $428 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/La-Grange-Hotels-Round-Top-Refuge-Guest-House.h107321805.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76270000/76260900/76260896/097ab281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76270000/76260900/76260896/bb23f151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76270000/76260900/76260896/19eb9f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76270000/76260900/76260896/c85e3aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming & Cozy Victorian in Quiet Residential Setting La Grange 10/10 Exceptional (97) "Beautiful, quiet, historic yet modern!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda K. CA $207 CA $325 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/La-Grange-Hotels-Charming-Cozy-Victorian-In-Quiet-Residential-Setting.h76260896.Hotel-Information) ![Books, music library](https://images.trvl-media.com/lodging/58000000/57200000/57199100/57199049/8513ef29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57200000/57199100/57199049/243c32d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57200000/57199100/57199049/4437269d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57200000/57199100/57199049/dc018b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flophouze Shipping Container Hotel - Houze 1 Round Top 10/10 Exceptional (1) "Great place to get away from the concrete confines of the big city. The night sky is amazing out there. It is a very unique place. We will definitely revisit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KC CA $268 CA $322 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Round-Top-Hotels-Flophouze-Shipping-Container-Hotel-Houze-1.h57199049.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96750000/96749500/96749484/2deee8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96750000/96749500/96749484/b7289c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96750000/96749500/96749484/a10ac553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96750000/96749500/96749484/a6f5216f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PineyWoods House Forest Retreat Bastrop County 10/10 Exceptional (12) "Had the best time deer are.present and the cabin is gorgeous! Host was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie M. CA $170 CA $294 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bastrop-Hotels-PineyWoods-House-Forest-Retreat.h96749484.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27120000/27117700/27117611/d2956a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117700/27117611/73f4df78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27117700/27117611/3c9fff43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117700/27117611/7aef4527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage, A Tranquil Pet-Friendly Retreat on 42 Acres at Lost Pines Shire Paige 10/10 Exceptional (386) "We enjoyed our stay." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Eva C. CA $183 CA $317 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Paige-Hotels-The-Cottage.h27117611.Hotel-Information) ![Books, music library](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240493/4d95b76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240493/ac560806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240493/488cc6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240493/18a7dcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flophouze Shipping Container Hotel - Houze 3 Round Top 10/10 Exceptional (1) "This is such a great place to stay. It should be on everyone’s bucket list." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julianne M. CA $268 CA $322 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Round-Top-Hotels-Flophouze-Shipping-Container-Hotel-Houze-3.h57240493.Hotel-Information) ![Microwave, oven, cookware/dishes/utensils](https://images.trvl-media.com/lodging/111000000/110730000/110721400/110721355/a81f8f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/111000000/110730000/110721400/110721355/5cab557e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110730000/110721400/110721355/a2fd8570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110730000/110721400/110721355/dc7179ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious country retreat with modern amenities KING SIZE BED & family friendly Bastrop 8.4/10 Very good (5) "It was clean and spacious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sadia E. CA $179 CA $428 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bastrop-Hotels-Spacious-Country-Retreat-With-Modern-Amenities-KING-SIZE-BED-Family-Friendly.h110721355.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88904400/88904381/df5c6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/89000000/88910000/88904400/88904381/7ecc4e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88904400/88904381/018594bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88910000/88904400/88904381/eaffd5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious home 2 minutes from downtown (Pet-Friendly!) Smithville 9.6/10 Exceptional (14) "This home was clean, comfortable and perfectly located in the heart of Smithville. We will be coming back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalia M. CA $199 CA $472 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Smithville-Hotels-Spacious-Home-2-Minutes-From-Downtown.h88904381.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/45000000/44980000/44973200/44973115/w1429h960x11y0-e41501ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44980000/44973200/44973115/f73bb124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/45000000/44980000/44973200/44973115/28eb05e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44980000/44973200/44973115/4aa4b307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cactus House, A Serene Pet-Friendly Home in the 42 Acre Lost Pines Shire Paige 10/10 Exceptional (214) "The Cactus House was comfortable! Sitting on the swing on the back porch was relaxing! We had a very nice stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joy P. CA $250 CA $403 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Paige-Hotels-The-Cactus-House.h44973115.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69720000/69716400/69716349/19e13f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69720000/69716400/69716349/916805d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/70000000/69720000/69716400/69716349/23d386f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69720000/69716400/69716349/fd0cd52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Top @ Round Top + Escape to the country! Round Top 10/10 Exceptional (28) "We had a great time at this property! It is so close to town, very spacious and the check in process was so easy! We will definitely be back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madison M. CA $383 CA $688 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Round-Top-Hotels-The-Top-Round-Top-Escape-To-The-Country.h69716349.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/122000000/121520000/121511200/121511152/ed8a579d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121520000/121511200/121511152/328588ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/122000000/121520000/121511200/121511152/ad6c7fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121520000/121511200/121511152/1f338fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Farmhouse Retreat - Leon's Crossing Giddings CA $276 CA $622 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Giddings-Hotels-Modern-Farmhouse-Retreat-Leons-Crossing.h121511152.Hotel-Information) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/117000000/116140000/116130200/116130106/082f3742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116140000/116130200/116130106/776ad11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116140000/116130200/116130106/7aa077fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116140000/116130200/116130106/eb83633c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideaway ÖÖD Mirror House (Austin) Bastrop 10/10 Exceptional (1) "This property is so unique. The large glass windows allowed for some great wildlife views. I loved the plunge pool and the park was nice too. Check in and communication was excellent!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey S. CA $351 CA $605 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bastrop-Hotels-The-Hideaway-OOD-Mirror-House.h116130106.Hotel-Information) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100830000/100822700/100822613/c356e326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100830000/100822700/100822613/bec92b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100830000/100822700/100822613/cf68a7a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100830000/100822700/100822613/0f55d002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Designory Round Top home, scenic views & pond! Round Top 10/10 Exceptional (6) "So charming! Beautifully appointed. Design and the feel were perfect for our weekend. The pond setting and property were quiet and peaceful. It was the icing on the cake for our first amazing RT experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) christine h. CA $325 CA $710 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Round-Top-Hotels-Designory-Round-Top-Home.h100822613.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121900000/121893300/121893268/036401e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121900000/121893300/121893268/2195e0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Internet, bed sheets](https://images.trvl-media.com/lodging/122000000/121900000/121893300/121893268/264186ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121900000/121893300/121893268/313224ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Retreat in the Pine Forest of Bastrop Bastrop CA $190 CA $229 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Bastrop-Hotels-Modern-Retreat-In-The-Pine-Forest-Of-Bastrop.h121893268.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98530000/98527100/98527031/c9075642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98530000/98527100/98527031/7dff067f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/99000000/98530000/98527100/98527031/w1415h877x0y1-8c7def4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/99000000/98530000/98527100/98527031/c2ba9eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Addi - Farmstead Round Top 10/10 Exceptional (1) "VRBO accidentally has this listed as a 2 bedroom rental. It is actually a 1 bedroom. The property manager was wonderful to work with and we worked out a solution. The rental was very clean and organized, modern finishes, amazing shower, towels and robes. We absolutely loved our stay here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie S. CA $359 CA $518 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Round-Top-Hotels-The-Addi-Farmstead.h98527031.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-13&endDate=2025-11-14®ionId=553248635975876131&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Private-Vacation-Homes.d553248635975876131-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Private-Vacation-Homes.d553248635975876131-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Hampton Inn La Grange](//images.trvl-media.com/lodging/5000000/4040000/4034200/4034198/d00d75f8_y.jpg) ### Hampton Inn La Grange 10/10 Excellent "I had an issues with my reservation then I need to sleep in the floor. Forn dels help me amazingly to make ma door bed. " [](https://expedia.ca/Columbus-Hotels-Hampton-Inn-La-Grange.h4034198.Hotel-Information) ![Studio 6 – Giddings, Tx](//images.trvl-media.com/lodging/120000000/119080000/119074600/119074593/75c5a08e_y.jpg) ### Studio 6 – Giddings, Tx 10/10 Excellent "Everything was great. " [](https://expedia.ca/Giddings-Hotels-Studio-6-Giddings.h119074593.Hotel-Information) ![Super 8 by Wyndham Giddings](//images.trvl-media.com/lodging/1000000/50000/43100/43006/788e0c4e_y.jpg) ### Super 8 by Wyndham Giddings 10/10 Excellent "PLeasant stay. Clean rooms. Well kept property. Good staff. " [](https://expedia.ca/Brenham-Hotels-Super-8-By-Wyndham-Giddings.h43006.Hotel-Information) ![Americas Best Value Inn Giddings](//images.trvl-media.com/lodging/2000000/1330000/1326100/1326031/58dd682d_y.jpg) ### Americas Best Value Inn Giddings 10/10 Excellent "Room was very clean and sheets were crisp and clean. Staff was very friendly Not going to lie was very skeptical about this place We stayed on the single story side And we will stay here in Giddings,Tx again." [](https://expedia.ca/Brenham-Hotels-Americas-Best-Value-Inn-Giddings.h1326031.Hotel-Information) ![Angeltom Cabin & RV:20 Acre Woods - >16 pip + Jacuzzi + treehouse + UTV + 2ponds](//images.trvl-media.com/lodging/23000000/22350000/22343800/22343739/988b0bb9_y.jpg) ### Angeltom Cabin & RV:20 Acre Woods - >16 pip + Jacuzzi + treehouse + UTV + 2ponds 10/10 Excellent "Everything was great! We can't wait to come back. " [](https://expedia.ca/Columbus-Hotels-Angeltom-Cabin-RV-10-Acre-Woods-Sleeps-Up-To-14-People.h22343739.Hotel-Information) ![Adorable Guest Cabin In The Woods](//images.trvl-media.com/lodging/94000000/93230000/93225600/93225597/e1c70a94_y.jpg) ### Adorable Guest Cabin In The Woods 10/10 Excellent "It’s such a cute little place. Bed was very comfortable. Place was clean. My second time staying here. Would stay here again. " [](https://expedia.ca/La-Grange-Hotels-Adorable-Guest-Cabin-In-The-Woods.h93225597.Hotel-Information) ![Best Western Giddings Inn & Suites](//images.trvl-media.com/lodging/4000000/3980000/3972200/3972119/460c006b_y.jpg) ### Best Western Giddings Inn & Suites 10/10 Excellent "The room was very nice.. David was very professional and offered a good breakfast selection.." [](https://expedia.ca/Brenham-Hotels-Best-Western-Giddings-Inn-Suites.h3972119.Hotel-Information) ![River Valley Motor Inn](//images.trvl-media.com/lodging/1000000/980000/973500/973410/7699e214_y.jpg) ### River Valley Motor Inn 10/10 Excellent "Great" [](https://expedia.ca/Columbus-Hotels-River-Valley-Motor-Inn.h973410.Hotel-Information) ![Best Western La Grange Inn & Suites](//images.trvl-media.com/lodging/2000000/1530000/1522900/1522868/f3514b92_y.jpg) ### Best Western La Grange Inn & Suites 10/10 Excellent "The breakfast was the best I've ever had at a hotel. All that was missing was flour tortillas. " [](https://expedia.ca/Columbus-Hotels-Best-Western-La-Grange-Inn-Suites.h1522868.Hotel-Information) ## Find out more about Winchester ## Winchester Vacation Homes information | Number of reviews | 829 | | --- | --- | | Accommodation | 122 Vacation Homes | | Lowest Price | CA $109 | | Highest Price | CA $710 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Paige](https://www.expedia.ca/5Star-Paige-Hotels.s50-0-d6352494.Travel-Guide-Filter-Hotels) - [Farmstay in Bastrop County](https://www.expedia.ca/Bastrop-County-Agritourism.d553248635976433953-aaAgritourism.Travel-Guide-Accommodation) - [Guest Houses in Bastrop](https://www.expedia.ca/Bastrop-Guest-Houses.d55572-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Bastrop](https://www.expedia.ca/Bastrop-Hotels-Cheap-Hotels.0-0-d55572-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Bastrop](https://www.expedia.ca/Bastrop-Hotels-Couples-Resorts-Hotels.0-0-d55572-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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